Photo by Janet Sumner

Holiday Rentals in Orange

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Holiday Rentals in Orange

Lakeside retreat with a firepit, dock, sprawling deck, pool table - dog friendly

9.0 out of 10, Wonderful, (12)
"This house was perfect for our family. The layout of the house afforded everyone comfort."
Lakeside retreat with a firepit, dock, sprawling deck, pool table - dog friendly

Wilderness Presidential Resort

3.0 star property
9.0 out of 10, Wonderful, (36)
" Dry clean staff very polite and accommodating had everything "
The price is €153
includes taxes & fees
4 Feb - 5 Feb
Wilderness Presidential Resort

Waterfront Wide Views-3rd Night FREE Jan-Feb weekends excludes Inauguration week

9.8 out of 10, Exceptional, (142)
"We (myself and 9 buddies) had an excellent stay at Libby's Landing. The house was great - plenty of room to spread out and 10 beds so everyone got their own space to sleep. The main indoor draw of the house is an awesome great room where we spent most of our time when not outside. It was huge and even with 10 guys, there was more than enough room. The kitchen also had everything you'd need to prepare big meals. The outside was great too. We spent a lot of time at the firepit since we were...
Waterfront Wide Views-3rd Night FREE Jan-Feb weekends excludes Inauguration week

Lakefront home with private hot tub, dock, grill, game room, lake views & kayaks

8.2 out of 10, Very good, (12)
"This house was perfect for a quick getaway. "
Lakefront home with private hot tub, dock, grill, game room, lake views & kayaks

Amazing Waterfront Home in Private setting!

9.4 out of 10, Exceptional, (199)
"It’s a great house "
Amazing Waterfront Home in Private setting!

Waterfront home on a quiet cove mid-lake! 4 kayaks, hot tub, and dog friendly!

9.8 out of 10, Exceptional, (143)
"Great house, great property grounds, and great location. "
Waterfront home on a quiet cove mid-lake! 4 kayaks, hot tub, and dog friendly!

Wine Down: Your Southern-Style Waterfront Getaway on Lake Anna's Private Side

9.8 out of 10, Exceptional, (120)
"Lovely place- view is incredible and we comfortably fit 4 families with grown kids (16 people) to celebrate Thanksgiving. Not sure we could have slept 20 as listed- had to use air mattresses to supplement bed space with grown boys. Video game systems weren’t functional - not a disaster aid course but a couple of the college kids in our group were disappointed. "
Wine Down: Your Southern-Style Waterfront Getaway on Lake Anna's Private Side

Luxury LAKEFRONT 7Bdr/7.5Ba -Huge Boathouse in Quiet Cove-Public Side-Stunning

10.0 out of 10, Exceptional, (27)
"This property, located on a quiet cove of Lake Anna, was absolutely amazing. It was a perfect fit for our 14-member family, ages spanning 5 to 75. The home was furnished in good taste, spacious, and very cozy. What a treat for each adult couple to have a comfortable king size bed and an adjoining private bathroom. The grandchildren slept in the comfy bunk beds on the lower level and surprisingly the activity ensuing from folks playing the various included games did not interfere with their...
Luxury LAKEFRONT 7Bdr/7.5Ba -Huge Boathouse in Quiet Cove-Public Side-Stunning

Vista Pointe Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!

9.0 out of 10, Wonderful, (13)
"Beautiful home! Clean, lots of space with great views of the lake. "
Vista Pointe Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!

Wilderness Presidential By Tripforth

3.5 star property
9.0 out of 10, Wonderful, (76)
"Great location! We loved the atmosphere, cleanliness, and comfort! 10/10"
Wilderness Presidential By Tripforth

Renovated lakehouse with dock, hot tub, firepit & bi-level deck - dogs OK

8.8 out of 10, Excellent, (49)
"This was the second time my husband and I spent our anniversary weekend at this lovely spot. We enjoyed it so much the first time, we came back. The renovations are wonderful! We loved just sitting on the spacious deck with our coffee and watching the boats go by on the lake. Our pups loved the walk down to the water. After cooking our favorite meals in the new kitchen, the hot tub was a nice treat. Thank you so much for another beautiful anniversary we. "
Renovated lakehouse with dock, hot tub, firepit & bi-level deck - dogs OK

Secluded Mountain Cabin, Lakefront, Hiking, Fishing, Relaxing

9.0 out of 10, Wonderful, (133)
"We had a great time"
Secluded Mountain Cabin, Lakefront, Hiking, Fishing, Relaxing

Old Rag View Horse Farm with Log Lodge and Treehouse

10.0 out of 10, Exceptional, (153)
"We had 3 couples staying for a trip to the area to dine at 3 Blacksmiths. The house was HUGE and fully stocked with everything you could need. The caretakers answered all of our questions and were very helpful during our stay. We enjoyed the ping pong table, fire pits and hot tub. We are already discussing booking another trip with our kids!"
Old Rag View Horse Farm with Log Lodge and Treehouse

Dog-friendly, lakefront home with boathouse, deck, game room, grill & balcony

9.6 out of 10, Exceptional, (29)
"This place checks all the boxes. Close to Charlottesville. Plenty of activities. Beautiful home. Highly recommend."
Dog-friendly, lakefront home with boathouse, deck, game room, grill & balcony

Huge 8BR Lakefront Lake Anna, Beach, Dock, Hot Tub

10.0 out of 10, Exceptional, (17)
"We rented this beautiful lake house for a weekend family retreat to celebrate our matriarch’s 75th birthday, and it was an unforgettable experience! The house was exactly as listed, with stunning views of the lake and plenty of cozy spaces for the family to gather. The kitchen was well-equipped, making it easy for us to prepare meals together, and the spacious living areas provided the perfect backdrop for our celebration. We enjoyed evenings by the fire pit, sharing stories and laughter under...
The price is €1,173
includes taxes & fees
9 Feb - 10 Feb
Huge 8BR Lakefront Lake Anna, Beach, Dock, Hot Tub

Quiet lake home with two kayaks, furnished deck, grill & fast WiFi - dogs OK

8.8 out of 10, Excellent, (21)
"What a gem Lake Anna is. We visited from PA and could not have been happier. The home was clean upon arrival and the kitchen had what we needed for the week. It was cozy and definitely shouted lake life. I loved the rooftop deck! We enjoyed the included kayaks. Grocery store was very close. We rented a boat, visited a winery, and enjoyed great food. The weather was sunny and warm, it was what our family needed. Thank you and we will be back. "
Quiet lake home with two kayaks, furnished deck, grill & fast WiFi - dogs OK

Beachfront 3-bedroom vacation home just steps from minutes from Lake Anna

9.2 out of 10, Wonderful, (125)
"House and dock has everything you could ask for. Host was easy to communicate with and check in/out was no issue. Dock is close to a busy road but it is not noticeable or noisy at all. in fact, really liked the private-like cove. Our kids enjoyed the paddleboards, kayak, floaties, etc. would stay there again!"
Beachfront 3-bedroom vacation home just steps from minutes from Lake Anna

Beautiful Waterfront Home On Lake Anna

9.8 out of 10, Exceptional, (114)
"Gorgeous place to stay, well stocked and host responds quickly. Great place to relax."
Beautiful Waterfront Home On Lake Anna

The Natchez - quiet front porch & rockers.

10.0 out of 10, Exceptional, (113)
"This was our 2nd stay at the cabin for thr Thanksgiving weekend. We had an equally good time this year and the cabin is well kept with many extras. "
The Natchez - quiet front porch & rockers.

Lakefront memories waterfront with all the amenities including private beach

10.0 out of 10, Exceptional, (41)
"Our group was 12 girls and we had the best trip. This home is beautiful, clean, and big! There was a ton of space for us all and the view is amazing. The kitchen has most of the cooking supplies you would need and there are two grills outside with gas provided. There is a fun game room and two large sitting areas. The water toys and access were great. We rented a boat one day and has it dropped off outside of the house, which made for a really easy experience. Rashid was great and answered all...
Lakefront memories waterfront with all the amenities including private beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Orange you may be interested in

Round Hill Inn

2.5 star property
9.4 out of 10, Exceptional, (593)
"Personable staff. Eye contact, and smiles. The view. The sunset!!!! The hot breakfast"
The price is €122
includes taxes & fees
26 Jan - 27 Jan
Round Hill Inn

Comfort Inn & Suites Orange - Montpelier

2.5 star property
8.4 out of 10, Very good, (708)
"The gentleman at the front desk was friendly and extremely helpful. He represented the property with professionalism."
The price is €117
includes taxes & fees
19 Jan - 20 Jan
Comfort Inn & Suites Orange - Montpelier

Lakeside retreat with a firepit, dock, sprawling deck, pool table - dog friendly

9.0 out of 10, Wonderful, (12)
"This house was perfect for our family. The layout of the house afforded everyone comfort."
Lakeside retreat with a firepit, dock, sprawling deck, pool table - dog friendly
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Are there holiday rentals in Orange?

Yes, there are holiday rentals close to the most popular sights in Orange, or you can select a more secluded option if you're looking for a relaxing stay. Orange is known for its wineries and museums. Make sure you have time to check out the cafés and art during your trip.

What are some of the best holiday rentals that Orange has to offer?

Old Rag View Horse Farm with Log Lodge and Treehouse: This holiday home rental outside of Orange is located near skiing, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Orange?

Expedia has 36 holiday rentals for your stay in Orange.

What can I see and do in Orange?

Enjoy the outdoors at Rapidan River and Lake Anna, or simply take in cultural attractions like James Madison Museum and The Arts Center in Orange. Other places in town to visit include St. Thomas Episcopal Church and James Madison's Montpelier.

What are holiday rentals like in Orange?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Orange. Holiday rentals offer extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for small groups.